(R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde

Base Information

• Chemical Name: (R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde
• CAS No.: 213402-55-2
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.348
• Mol file: 213402-55-2.mol

Synonyms:(R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde

Chemical Property of (R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde

There total 7 articles about (R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(S)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-1-ol (213402-48-3) → (R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde (213402-55-2)

Guidance literature:

With oxalyl dichloride; TEA; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.333333h;

DOI:10.1016/S0040-4039(98)01233-7

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → (R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde (213402-55-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 64 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 16 h / 25 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

3.1: 10.4 g / diethyl ether / 3 h / 25 °C

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

5.1: 8.84 g / benzene / 0.5 h / 25 °C

6.1: BMS; cyclohexene / tetrahydrofuran / 1 h / 25 °C

6.2: 89 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 2 h / 50 °C

7.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

With oxalyl dichloride; dimethylsulfide borane complex; (1S)-10-camphorsulfonic acid; dimethyl sulfoxide; triethylamine; cyclohexene; In tetrahydrofuran; diethyl ether; dichloromethane; benzene; 2.1: Swern oxidation / 3.1: Grignard reaction / 4.1: Swern oxidation / 5.1: Wittig reaction / 7.1: Swern oxidation;

DOI:10.1021/jo001377q

Reference yield:

1-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol (213402-32-5) → (R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde (213402-55-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

2.1: 8.84 g / benzene / 0.5 h / 25 °C

3.1: BMS; cyclohexene / tetrahydrofuran / 1 h / 25 °C

3.2: 89 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 2 h / 50 °C

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

With oxalyl dichloride; dimethylsulfide borane complex; dimethyl sulfoxide; triethylamine; cyclohexene; In tetrahydrofuran; dichloromethane; benzene; 1.1: Swern oxidation / 2.1: Wittig reaction / 4.1: Swern oxidation;

DOI:10.1021/jo001377q

upstream raw materials:

(S)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-1-ol

p-Anisaldehyde dimethyl acetal

1-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-(1-methylene-propyl)-[1,3]dioxane

Downstream raw materials:

(2R,3S,4S)-4-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexane-1,3-diol

tert-Butyl-((1S,2R)-1-{(R)-1-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl}-2-methyl-pent-4-ynyloxy)-dimethyl-silane

(3Z,5E,13E,15E)-(7R,8R,9S,10S,11R,17S,18R)-8,10-Bis-(diethyl-isopropyl-silanyloxy)-9-ethyl-3,17-dimethoxy-18-{(S)-2-[(4-methoxy-phenyl)-diphenyl-methoxy]-1-methyl-ethyl}-5,7,11,13-tetramethyl-oxacyclooctadeca-3,5,13,15-tetraen-2-one

(2Z,4E,12E,14E)-(6R,7R,8S,9S,10R,16S,17R,18S)-7,9-Bis-(diethyl-isopropyl-silanyloxy)-8-ethyl-17-hydroxy-2,16-dimethoxy-19-[(4-methoxy-phenyl)-diphenyl-methoxy]-4,6,10,12,18-pentamethyl-nonadeca-2,4,12,14-tetraenoic acid